The Short Term Show

Latest Episodes:

The Future of the Guest Experience Is Smarter Software with Margot Schmorak Sep 30, 2026

Show notes

Margot Schmorak, CEO and co-founder of Hostfully, joins the show to discuss how property management software is evolving and what hosts should look for when choosing a PMS. She covers Hostfully’s latest developments in home automation, damage protection, accounting, and AI-powered guest communication, including AI that can handle routine guest questions and flag issues that require a host’s attention. Margot also shares why proper onboarding, configuration, and ongoing management are essential to getting the most out of any software platform, along with her advice for creating a better guest experience and growing a short-term rental business.

Connect with Margot:

Hostfully.com

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The Short Term Shop - https://theshorttermshop.com/
https://stsplus.com/
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For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

Why Orlando STRs Are Not Oversaturated with Christian Walston Sep 23, 2026

Show notes

On this week's episode, Avery is joined by Christian Walston, an engineer and real estate investor who turned an accidental introduction to short term rentals into a successful investment in the Orlando market. Christian shares how he went from buying his first long term rental for just $33,000 to purchasing a seven-bedroom vacation rental near Disney, which has already exceeded its conservative first-year revenue projections. He breaks down the property's $700,000 purchase price, $75,000 in theming and game-room upgrades, and why he believes Orlando's reputation for oversaturation is overlooking the market's massive tourism demand. Christian also shares the wild story of a guest discovering a disconnected camera hidden in a bedroom, which temporarily led Airbnb to suspend his listing, and discusses what the experience taught him about documenting issues and having a strong support network.

Connect with Christian:

https://walstonwindsorhills.directstays.com/

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For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

The Overlooked Revenue Stream for STR Hosts with Ben Levy Sep 16, 2026

Show notes

Avery is joined by Ben Levy, co-founder and CEO of Localbird, to discuss how short term rental hosts can turn local experiences into an additional revenue stream. Ben shares how a frustrating vacation in Hawaii inspired him to build a concierge platform that makes everything from private chefs and massages to tours, transportation, and rentals easier for guests to discover and book. He explains how Local Bird partners with hosts through revenue sharing, integrates with property management software, and uses personalized, timely recommendations to help hosts capture more of their guests’ spending while providing a better hospitality experience. Avery and Ben also discuss why premium properties have an especially strong opportunity to monetize experiences, how AI is making personalized concierge service scalable, and why responding quickly to guest requests can make a major difference in conversions.

Connect with Ben:

https://www.localbird.com/

https://www.localbird.com/pages/STR-experiences-2026

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For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

Why Melissa Nash Started Flipping STRs Sep 09, 2026

Show notes

Avery is joined by Melissa Nash, founder of Passively Rich with Rentals, to discuss how she built a portfolio of 20 rental properties after starting with just a $15,000 investment. Melissa shares how she uses short-term rentals to make markets like Southern California work, including buying properties that need some attention, turning them into profitable vacation rentals, and even selling them as turnkey businesses. She also explains her “lazy investor” method, why she prioritizes systems and time freedom, and how knowing your target guest can be more valuable than simply trying to maximize the number of people a property sleeps. Avery and Melissa also dive into realistic investment expectations, the importance of understanding your goals, and why consistent “base hits” can build a stronger portfolio than chasing one huge deal.

Connect with Melissa:

https://www.passivelyrichwithrentals.com/

Connect with us:

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

Why Sedona Is a Missed Market with Leslie Carbajal Sep 02, 2026

Show notes

Avery is joined by Leslie Carbajal to explore three Arizona short-term rental markets: Sedona, Flagstaff, and Scottsdale. Leslie breaks down what makes Sedona such a compelling luxury market, including its iconic red rocks, strong tourism, limited pool inventory, and potential for higher revenue, while also explaining why Flagstaff offers a more affordable entry point with demand driven by skiing, hiking, and outdoor recreation. They compare the three markets based on price point, property type, amenities, regulations, and traveler demand, with Leslie emphasizing that there is an investment opportunity for nearly every budget. Leslie also shares her personal journey from Short Term Shop client to agent and how Avery's book completely changed her perspective on real estate investing.

Connect with Leslie: leslie@theshorttermshop.com

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For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

100 Hours Could Change Your Taxes with Gian Pazzia Aug 26, 2026

Show notes

Avery is joined by Gian Pazzia, one of the founders of KBKG and a longtime expert in cost segregation, to break down how short term rental investors can use tax strategies to maximize depreciation deductions. Gian explains the difference between traditional depreciation and cost segregation, how the short term rental tax strategy can allow qualifying investors to use deductions against active income, and why properly tracking material participation hours is so important. They also discuss the limitations of real estate professional status, what investors should look for when choosing a CPA or cost segregation provider, and how tools like Track750Tax and CostSegregation.com can simplify the process

Connect with Gian:

kBKG.com

https://www.costsegregation.com/

use code: track750STR at track750.tax

Connect with us:

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

The Affordable Path to STR Investing with Mary Mueller Aug 19, 2026

Show notes

Avery is joined by Mary Mueller, a first-time short term rental investor who shares how she and her husband went from feeling priced out of vacation rentals to purchasing and renovating an affordable cabin in the Smoky Mountains. Mary explains how balancing homeschooling, raising three young children, and navigating family health challenges didn't stop them from finding a value-add property, completing a major renovation, and launching a successful rental that has exceeded their early expectations. She discusses the importance of continuous learning, leaning on experienced mentors, and embracing the beginner mindset, while offering an honest look at the challenges of getting a property rent-ready, managing guests, and building confidence as a new investor. The conversation is an encouraging reminder that ordinary families can build long-term wealth through short term rentals with patience, education, and consistent action.

Connect with us:

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

Building a Family STR Business from the Ground Up with Luke and Laura Hintermeister Aug 12, 2026

Show notes

On this week's episode, Avery is joined by Luke and Laura Hintermeister to share how their family's passion for renovation, hospitality, and outdoor adventure led them to purchase and transform a vacation rental overlooking Lake Superior. The couple explains how years of researching the North Shore market, finding an overlooked value-add property with incredible views, and completing a major renovation themselves helped turn a dated two-bedroom home into a high-performing short term rental. They discuss why buying in a market you know can create a competitive advantage, the importance of focusing on irreplaceable features like location and views, and how involving their children in the renovation has laid the foundation for a family business. Luke and Laura also offer advice for new investors on overcoming the fear of getting started, continually learning the business, and building long-term wealth through thoughtful investing and hospitality.

Connect with Luke and Laura:

https://lagomescapes.hospitable.rentals

Connect with us:

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

The Design Decisions That Actually Increase Bookings with Courtney Petrovich Aug 05, 2026

Show notes

Avery is joined by Courtney Petrovich, founder of Denori Designs, to explore how thoughtful design can dramatically improve the performance of short term rentals and boutique hotels. Courtney shares how she transitioned from long-term rental investing into hospitality design after doubling the annual revenue of her own North Myrtle Beach vacation rental, and explains why successful design starts with market research, guest psychology, and return on investment rather than personal taste. They discuss the importance of creating a strong sense of place, choosing amenities and furnishings that maximize revenue, and avoiding costly design mistakes that don't add long-term value. Courtney also offers practical advice on hiring the right designer, budgeting for renovations, and treating every design decision as an investment rather than an expense

Connect with Courtney:

Instagram: https://www.instagram.com/denoridesigns/
Website: https://www.denoridesigns.com/
Facebook: https://www.facebook.com/denoridesigns/

Connect with us:

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

Why Patience Beats FOMO in Real Estate with Lucas Papageorgiou Jul 29, 2026

Show notes

Avery is joined by Lucas Papageorgiou, a manufacturing consultant and real estate investor who shares how careful analysis, patience, and disciplined decision-making helped him build a portfolio of both long-term and short-term rentals. Lucas explains how purchasing a four-unit property at age 24 allowed him to live nearly rent-free while building equity, before expanding into the Smoky Mountains vacation rental market through methodical research and conservative financing. He also discusses why he refuses to chase rapid growth, emphasizing the importance of saving for down payments, resisting overleveraging, and viewing real estate as a long-term investment rather than a get-rich-quick strategy. Throughout the conversation, Lucas offers practical advice on avoiding analysis paralysis, trusting your own due diligence, and building wealth through consistency instead of shortcuts.

Connect with us:

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

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